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WO2012113914A1 - Procédé de fabrication d'une peinture multicouche colorante et/ou à effet - Google Patents

Procédé de fabrication d'une peinture multicouche colorante et/ou à effet Download PDF

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Publication number
WO2012113914A1
WO2012113914A1 PCT/EP2012/053175 EP2012053175W WO2012113914A1 WO 2012113914 A1 WO2012113914 A1 WO 2012113914A1 EP 2012053175 W EP2012053175 W EP 2012053175W WO 2012113914 A1 WO2012113914 A1 WO 2012113914A1
Authority
WO
WIPO (PCT)
Prior art keywords
polyurethane resin
pigmented aqueous
basecoat
aqueous basecoat
associative thickener
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/EP2012/053175
Other languages
German (de)
English (en)
Inventor
Bernhard Steinmetz
Peggy JANKOWSKI
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Coatings GmbH
Original Assignee
BASF Coatings GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BASF Coatings GmbH filed Critical BASF Coatings GmbH
Priority to KR1020137025115A priority Critical patent/KR101829499B1/ko
Priority to EP12705687.7A priority patent/EP2678363B1/fr
Priority to US14/001,409 priority patent/US9187675B2/en
Priority to JP2013554910A priority patent/JP6008880B2/ja
Priority to CN201280010096.9A priority patent/CN103403050B/zh
Publication of WO2012113914A1 publication Critical patent/WO2012113914A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
    • C09D175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
    • B05D7/50—Multilayers
    • B05D7/52—Two layers
    • B05D7/53—Base coat plus clear coat type
    • B05D7/532—Base coat plus clear coat type the two layers being cured or baked together, i.e. wet on wet
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D1/00—Processes for applying liquids or other fluent materials
    • B05D1/36—Successively applying liquids or other fluent materials, e.g. without intermediate treatment
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
    • B05D3/007—After-treatment
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
    • B05D3/06—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by exposure to radiation
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
    • B05D7/50—Multilayers
    • B05D7/52—Two layers
    • B05D7/53—Base coat plus clear coat type
    • B05D7/534—Base coat plus clear coat type the first layer being let to dry at least partially before applying the second layer
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203—Polyhydroxy compounds
    • C08G18/3212—Polyhydroxy compounds containing cycloaliphatic groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/68—Unsaturated polyesters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
    • C08G18/758—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing two or more cycloaliphatic rings
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D151/00—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers
    • C09D151/08—Coating compositions based on graft polymers in which the grafted component is obtained by reactions only involving carbon-to-carbon unsaturated bonds; Coating compositions based on derivatives of such polymers grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D161/00—Coating compositions based on condensation polymers of aldehydes or ketones; Coating compositions based on derivatives of such polymers
    • C09D161/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C09D161/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C09D161/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/02—Emulsion paints including aerosols
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/02—Emulsion paints including aerosols
    • C09D5/024—Emulsion paints including aerosols characterised by the additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/43—Thickening agents
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D2503/00—Polyurethanes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
    • B05D2520/00—Water-based dispersions
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/205—Compounds containing groups, e.g. carbamates
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
    • C08K5/3477—Six-membered rings
    • C08K5/3492—Triazines
    • C08K5/34922—Melamine; Derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L61/00—Compositions of condensation polymers of aldehydes or ketones; Compositions of derivatives of such polymers
    • C08L61/20—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
    • C08L61/26—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds
    • C08L61/28—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes with heterocyclic compounds with melamine
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31551—Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]

Definitions

  • the present invention relates to a process for the preparation of a color and / or effect multilayer coating in which
  • a pigmented aqueous basecoat comprising a polyurethane resin as a binder and an associative polyurethane-based thickener is applied to a substrate,
  • the present invention also relates to a pigmented aqueous basecoat comprising a polyurethane resin as binder and an associative thickener based on polyurethane, which is suitable for the production of color and / or effect multilayer coatings.
  • the present invention relates to a multi-layer coating prepared according to the method using the basecoat on a substrate. State of the art
  • Pigmented aqueous basecoats containing polyurethane resins as binders are known. They can be applied to different substrates and then cured physically, thermally and / or with actinic radiation, thereby producing coatings. They preferably contain pigments and / or effect pigments and are used for the production of color and / or effect coatings, for example basecoats in the context of multicoat paint systems or solid-color topcoats for, for example, automobile bodies or parts thereof.
  • the use of aqueous coating materials is preferable from an ecological point of view to the use of coating materials based on organic solvents.
  • the paint manufacturer tries to solve the problems by adding larger amounts of rheology aids, rheology-controlling additives or thickeners to the coating materials, in particular to the basecoats.
  • rheology aids such as aluminum-magnesium silicates, sodium magnesium and sodium magnesium fluorine lithium phyllosilicates of the montmorillonite type and the silicas such as aerosils.
  • thickeners are special synthetic polymers having ionic and / or associative groups such as polyacrylamides and polymethacrylamides (poly (meth) acrylamides), poly (meth) acrylic acids, polyvinyl alcohols, polyvinylpyrrolidones, or else styrene-maleic anhydride copolymers and derivatives thereof.
  • Certain modified natural substances such as hydroxyethylcellulose, carboxymethylcellulose, hydroxypropylmethylcellulose, hydroxypropylcellulose or ethylhydroxyethylcellulose are also used.
  • Another group of thickeners which are used in a wide variety of coating materials, for example basecoats are the associative thickeners.
  • the hydrophilic regions remain in the aqueous phase while the hydrophobic regions are incorporated into the particles of polymer dispersions, adsorbed on the surface of other solid particles such as pigments and / or fillers, and / or forming micelles in the aqueous phase.
  • the described solid particles of a disperse system are included in the structuring, which ultimately results in a homogenization of the dispersion and a thickening effect, which is often much more effective than the aforementioned thickeners.
  • Numerous, partly structurally distinct, associative thickeners are known.
  • hydrophobically modified, alkaline activated polyacrylates examples are the hydrophobically modified cellulose ethers, the hydrophobically modified polyacrylamides, the hydrophobically modified polyethers and the polyurethane-based associative thickeners.
  • the latter consist for example of hydrophilic polyether segments, which are capped or modified with at least two hydrophobic blocks at the chain ends, the side chains and / or inside the chain.
  • the individual hydrophilic polyether segments and hydrophobic blocks are mainly linked via urethane bonds.
  • Object of the present invention was therefore to provide a method of the type described above, with which color and / or effect multi-layer coatings are available, which show even after application of a pigmented aqueous basecoat in high layer thicknesses only a very low runners.
  • the runner stability should therefore be excellent and also be improved compared to the prior art.
  • color and / or effect multilayer coatings in particular those of automobile bodies or parts thereof, should be produced, which in addition to a high color intensity and color depth have a very uniform surface.
  • the method should therefore in particular in the field of the automotive industry, in which high demands are placed on the optical profile, can be used.
  • the objects could be achieved by a new process for producing a color and / or effect multilayer coating in which
  • a pigmented aqueous basecoat comprising at least one polyurethane resin (A) as a binder and at least one color and / or effect pigment is applied to a substrate,
  • the basecoat film is cured together with the clearcoat applied in step (3), the process being characterized in that the pigmented aqueous basecoat applied in step (1) is 0.05 to 10 wt%, based on the total amount of the pigmented aqueous basecoat, an associative thickener (B) other than the polyurethane resin (A), the associative thickener (B) consisting of at least one compound represented by the following formula (I):
  • the present invention additionally provides a pigmented aqueous basecoat comprising at least one polyurethane resin (A) as binder, at least one pigment and / or effect pigment and from 0.05 to 10% by weight, based on the total amount of the pigmented aqueous basecoat associative thickener (B).
  • a color and / or effect multilayer coating which was prepared according to the inventive method.
  • inventive method and the associated combination of a polyurethane resin (A) with the special associative thickener (B) in the pigmented aqueous basecoat, which is used in step (1) of the method according to the invention color and / or effect multilayer coatings are obtained , which have a tremendously improved runner stability compared to the prior art.
  • the multilayer coatings produced according to the invention showed significantly better runner properties than those multicoat paint systems prepared using pigmented aqueous basecoats containing conventionally employed associative thickeners based on polyurethane.
  • the pigmented aqueous basecoat to be applied in step (1) can be applied in comparatively high layer thicknesses without the formation of runners.
  • multi-layered color and / or effect coatings can be produced, which in addition to a high color intensity and color depth have a very uniform appearance.
  • the multi-layer coatings thus have a high optical quality.
  • the method is particularly advantageous in the automotive industry, in which high demands are placed on the optical profile can be used. Detailed description of the invention
  • the pigmented aqueous basecoat to be used in the process according to the invention is curable physically, thermally and / or thermally and with actinic radiation.
  • it contains at least one polyurethane resin (A) described below which is curable physically, thermally and / or thermally and with actinic radiation.
  • the pigmented aqueous basecoat is thermally and / or thermally curable and with actinic radiation.
  • the pigmented aqueous basecoat can be self-crosslinking and / or externally crosslinking.
  • the complementary reactive functional groups or autoreactive functional groups that is to say groups which react with groups of the same type, are already present in the binder molecules, self-crosslinking binders are present. It is also possible that a binder has both self-crosslinking and crosslinking functional groups and then combined with crosslinking agents.
  • suitable complementary reactive functional groups and autoreactive functional groups are known from German patent application DE 199 30 665 A1, page 7, line 28, to page 9, lines 24.
  • actinic radiation includes electromagnetic radiation such as near infrared (NIR) and UV radiation, in particular UV radiation, and also corpuscular radiation such as electron radiation understand. Curing by UV radiation is usually initiated by free-radical or cationic photoinitiators.
  • NIR near infrared
  • UV radiation in particular UV radiation
  • corpuscular radiation such as electron radiation understand. Curing by UV radiation is usually initiated by free-radical or cationic photoinitiators.
  • aqueous pigmented basecoats are preferred which are thermally and / or thermally and with actinic radiation, ie by means of "dual-cure”. , are curable.
  • the first essential constituent of the pigmented aqueous basecoat to be used in the process according to the invention is at least one polyurethane resin (A) as binder.
  • the polyurethane resin (A) may be ionically and / or non-ionically hydrophilically stabilized. In preferred embodiments of the present invention, the polyurethane resin (A) is ionically hydrophilically stabilized. Particularly preferred is a polyurethane resin (A) grafted with olefinically unsaturated compounds.
  • the polyurethane resin (A) is curable physically, thermally and / or thermally and with actinic radiation. In particular, it is curable thermally and / or thermally and with actinic radiation.
  • the polyurethane resin (A) particularly preferably comprises reactive functional groups, by means of which external crosslinking is possible.
  • Suitable polyurethanes are for example
  • German Patent Application DE 199 48 004 A1 page 4, line 19, to page 13, line 48,
  • polyurethane resin (A) For the preparation of the polyurethane resin (A) are preferably known in the art aliphatic, cycloaliphatic, aliphatic cycloaliphatic, aromatic, aliphatic-aromatic and / or cycloaliphatic-aromatic polyisocyanates used.
  • the alcohol component for the preparation of the polyurethane resins (A) preference is given to using the saturated and unsaturated relatively high molecular weight and low molecular weight polyols known to those skilled in the art, and optionally also monoalcohols in minor amounts.
  • the low molecular weight polyols used are in particular diols and, in minor amounts, triols for introducing branching.
  • suitable relatively high molecular weight polyols are saturated or olefinically unsaturated polyester polyols and / or polyether polyols.
  • polyester polyols are used as relatively high molecular weight polyols, in particular those having a number average molecular weight of 400 to 5000 g / mol (measured by gel permeation chromatography against a polystyrene standard).
  • the polyurethane resin (A) may contain certain ionic groups and / or groups that can be converted into ionic groups (potentially ionic groups). Such polyurethane resins (A) are referred to in the context of the present invention as ionically hydrophilically stabilized polyurethane resins (A). Also included may be nonionic hydrophilic modifying groups. However, the ionically hydrophilically stabilized polyurethanes (A) are preferred. Specifically, the modifying groups are either um
  • the functional groups for cationic modification are, for example, primary, secondary and / or tertiary Amino groups, secondary sulfide groups and / or tertiary phosphine groups, in particular tertiary amino groups and secondary sulfide groups (functional groups which can be converted into cationic groups by neutralizing agents and / or quaternizing agents).
  • cationic groups prepared from the abovementioned functional groups using neutralizing agents and / or quaternizing agents known to those skilled in the art, such as primary, secondary, tertiary and / or quaternary ammonium groups, tertiary sulfonium groups and / or quaternary phosphonium groups, in particular quaternary ammonium groups and tertiary sulfonium groups ,
  • the functional groups for anionic modification are, for example, carboxylic acid, sulfonic acid and / or phosphonic acid groups, in particular carboxylic acid groups (functional groups which can be converted into anionic groups by neutralizing agents), as well as from the abovementioned functional groups using the skilled person anionic groups prepared such as carboxylate, sulfonate and / or phosphonate groups.
  • the functional groups for nonionic hydrophilic modification are preferably poly (oxyalkylene) groups, in particular poly (oxyethylene) groups.
  • the ionic hydrophilic modifications may be introduced into the polyurethane resin (A) by monomers containing the (potentially) ionic groups.
  • the nonionic modifications are introduced, for example, by the incorporation of poly (ethylene oxide) polymers as lateral or terminal groups of the polyurethane molecules.
  • the hydrophilic modifications are introduced, for example, via compounds which contain at least one isocyanate-reactive group, preferably at least one hydroxy group.
  • To introduce the ionic modification it is possible to use monomers which contain at least one hydroxy group in addition to the modifying groups.
  • the polyurethane resin (A) is a graft polymer.
  • it is a polyurethane resin (A) grafted with olefinically unsaturated compounds, preferably olefinically unsaturated monomers.
  • the polyurethane is grafted with side groups and / or side chains based on olefinically unsaturated monomers.
  • they are side chains based on poly (meth) acrylates.
  • poly (meth) acrylates are polymers or polymeric radicals which comprise monomers containing acrylate and / or methacrylate groups, preferably consisting of acrylate and / or methacrylate group-containing monomers.
  • the described side chains are preferably introduced into the polymer after the preparation of a polyurethane resin primary dispersion.
  • the polyurethane resin present in the primary dispersion may contain side and / or terminal olefinically unsaturated groups, via which the graft polymerization with the olefinically unsaturated compounds then proceeds.
  • the polyurethane resin to be grafted may be an unsaturated polyurethane resin (A).
  • the graft polymerization is then a free-radical polymerization of olefinically unsaturated reactants. It is also possible, for example, that the olefinically unsaturated compounds used for the graft polymerization contain at least one hydroxyl group.
  • olefinically unsaturated compounds with which the polyurethane resin (A) is preferably grafted it is possible to use virtually all free-radically polymerizable, olefinically unsaturated and organic monomers which are available to the person skilled in the art for these purposes.
  • some preferred monomer classes may be mentioned:
  • Hydroxyalkyl esters of (meth) acrylic acid or other alpha, beta-ethylenically unsaturated carboxylic acids are examples of (meth) acrylic acid or other alpha, beta-ethylenically unsaturated carboxylic acids,
  • the side and / or terminal olefinically unsaturated groups in the polyurethane resin (A) over which the graft polymerization can proceed with the olefinically unsaturated compounds are preferred over certain Monomers introduced into the polyurethane resin.
  • These particular monomers contain, in addition to an olefinically unsaturated group, for example, at least one isocyanate-reactive group.
  • Preferred are hydroxy groups as well as primary and secondary amino groups. Especially preferred are hydroxy groups.
  • the polyurethane resin content is, for example, between 10 and 80% by weight, preferably between 15 and 75% by weight and more preferably between 20 and 70% by weight, based in each case on the film-forming solid of the basecoat.
  • Under film-forming solids is the non-volatile weight fraction of the basecoat without pigments and optionally fillers to understand.
  • the fim-forming solid can be determined as follows: A sample of the pigmented aqueous basecoat material (about 1 g) is mixed with 50 to 100 times the amount of tetrahydrofuran and then stirred for about 10 minutes. Subsequently, the insoluble pigments and optionally fillers are filtered off, the residue is rinsed with a little THF and the THF removed from the filtrate thus obtained on a rotary evaporator. The residue of the filtrate is dried for two hours at 120 ° C and the resulting film-forming solid is weighed out.
  • the at least one associative thickening agent (B) is contained in a proportion of 0.05 to 10% by weight, preferably 0.05 to 8% by weight, more preferably 0.05 to 7% by weight, and most preferably from 0.05 to 2 wt .-%, based on the total weight of the pigmented aqueous basecoat used.
  • the at least one associative thickener (B) is not suitable as a physically, thermally and / or thermally and actinic-radiation curable binder due to its thickening properties and specific structure. It is therefore explicitly different from the above-described polyurethane resin (A), which is used as a binder.
  • polyurethane intermediates are obtained, for example, by the reaction of 1,4-cyclohexanedimethanol with methylenebis (4-cyclohexyl isocyanate) to form urethane bonds.
  • reaction conditions such as the temperature or catalysts to be used and their amounts can be adapted by the skilled person without much effort. It can be obtained in a few goal-oriented experiments intermediates that meet the requirements given in formula (I).
  • Suitable organic solvents for the reactions are, for example, those which are able to dissolve poly (oxyethylene) -containing compounds and are also inert to a reaction with isocyanates.
  • examples are organic solvents which do not contain active hydrogen functional groups, such as benzene, toluene or xylene.
  • the reaction temperatures are in the usual for such reactions ranges, for example from about 25 ° C to 160 ° C, in particular from 40 ° C to 120 ° C.
  • An associative thickener (B) is available, for example, as the commercial product Adeka Nol UH 756-VF (Adeka Corporation).
  • substantially residue-free, thermally decomposable salts resins which are physically, thermally and / or with actinic radiation-curable resins other than polyurethane resins, further crosslinking agents, organic solvents, reactive diluents, transparent pigments, fillers, molecularly soluble dyes, nanoparticles, light stabilizers, antioxidants, deaerating agents,
  • the improved tendency to run could also be determined in the values of the oscillating viscosity determination.
  • the waterborne basecoats according to Table 1 after adjusting a pH of 8.0 and the spray viscosity given above, were subjected to a rheology measurement with a rheometer (Haake Rheostress 600 device) at 23 ° C.
  • a rheometer Haake Rheostress 600 device
  • 0.5 ml of waterborne basecoats were applied to the measuring plate of the device and initially pre-treated for 5 minutes at a shear load of 1000 / s. Then the shear is reduced to 1 / s and the course of the sol-curve is measured against time.
  • Important key figures are the 1 - and the 8-minute value.
  • Apparatus Rheomat RM 180 from Mettler-Toledo Table 3 shows the values of the corresponding measurements.

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Abstract

La présente invention concerne un nouveau procédé de fabrication d'une laque multicouche colorante et/ou à effet, selon lequel (1) une laque de base aqueuse pigmentée, contenant au moins une résine de polyuréthane (A) comme liant et au moins un pigment colorant et/ou à effet est appliquée sur un substrat, (2) un film polymère est formé à partir de la laque de base appliquée à l'étape (1), (3) une laque transparente est appliquée sur la couche de laque de base ainsi obtenue et enfin (4) la couche de laque transparente est durcie conjointement avec la laque transparente appliquée à l'étape (3). Le procédé selon l'invention est caractérisé en ce que la laque de base aqueuse pigmentée appliquée à l'étape (1) contient de 0,05 à 10 % en poids, par rapport à la quantité totale de la laque de base aqueuse pigmentée, d'un agent épaississant (B) associatif différent de la résine de polyuréthane (A), l'agent épaississant (B) associatif étant constitué d'au moins un composé de la formule (I) avec n = 0 à 50, et R = (Ia) avec m = 0 à 10, et R1 = H ou R2, et R2 = (Ib) avec o = 0 à 50, à condition que m = 0 et R1 = H valent pour une quantité ne dépassant pas 50 % en poids des composés de la formule (I). Un but de la présente invention est en outre une laque de base aqueuse pigmentée contenant au moins une résine de polyuréthane (A) comme liant, au moins un pigment colorant et/ou à effet ainsi que de 0,05 à 10 % en poids, par rapport à la quantité totale de la laque de base aqueuse pigmentée, d'au moins un agent épaississant (B) associatif. Un but de la présente invention est également une laque multicouche colorante et/ou à effet qui est fabriquée selon le procédé selon l'invention.
PCT/EP2012/053175 2011-02-24 2012-02-24 Procédé de fabrication d'une peinture multicouche colorante et/ou à effet Ceased WO2012113914A1 (fr)

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KR1020137025115A KR101829499B1 (ko) 2011-02-24 2012-02-24 컬러 및/또는 이펙트-생성 다층 코팅을 생성하는 방법
EP12705687.7A EP2678363B1 (fr) 2011-02-24 2012-02-24 Procédé de fabrication d'une peinture multicouche colorante et/ou à effet
US14/001,409 US9187675B2 (en) 2011-02-24 2012-02-24 Method for producing a colour and/or effect-producing multi-layered coating
JP2013554910A JP6008880B2 (ja) 2011-02-24 2012-02-24 色付与かつ／又は効果付与する多層塗膜の製造法
CN201280010096.9A CN103403050B (zh) 2011-02-24 2012-02-24 制备赋予色彩和/或效果的多层涂漆的方法

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EP3430067B1 (fr) * 2016-03-14 2022-05-11 BASF Coatings GmbH Produits de réaction à base de polyéther hydroxyfonctionnel et apprêt en base aqueuse contenant les produits de réaction
US11407006B2 (en) * 2016-06-15 2022-08-09 Nippon Paint Automotive Coatings Co., Ltd Aqueous coating composition and method for forming metallic coating film using same
CN107793903B (zh) * 2017-09-26 2020-01-14 中车青岛四方机车车辆股份有限公司 一种用于修复橡胶地板布的涂料组合物及其应用
EP3928875A1 (fr) * 2020-06-26 2021-12-29 PPG Europe B.V. Ensemble de pulvérisation de liquide et formulations liquides compatibles
CN118956245B (zh) * 2024-08-29 2025-10-03 信和新材料股份有限公司 一种用于炫彩漆的连接层组合物及其制备方法与应用

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EP0073463A1 (fr) * 1981-09-02 1983-03-09 Bayer Ag Composés d'insertion, composés d'intercalation et solutions solides de dérivés métalliques organiques colorés
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KR20140012688A (ko) 2014-02-03
JP2014511266A (ja) 2014-05-15
CN103403050B (zh) 2015-04-01
CN103403050A (zh) 2013-11-20
JP6008880B2 (ja) 2016-10-19
EP2678363A1 (fr) 2014-01-01
EP2678363B1 (fr) 2014-12-24
US9187675B2 (en) 2015-11-17
US20150044478A1 (en) 2015-02-12

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